Vinyl ether hydrolysis. VII. Isotope effects on catalysis by aqueous hydrofluoric acid

Journal Article · Tue Feb 01 23:00:00 EST 1977 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00445a022· OSTI ID:7305400

Kresge, A J; Chen, H J; Chiang, Y

Comparison of rates of hydrolysis of three vinyl ethers catalyzed by HF in H/sub 2/O and DF in D/sub 2/O at 25/sup 0/C gives primary isotope effects in the range k/sub H//k/sub D/ = 3.3 to 3.5. The unexpectedly small size of these effects may be attributed to strong, ..omega.. = 1325 to 1450 cm/sup -1/, hydrogenic bending vibrations in the proton transfer transition states of these reactions along with the lack of compensatory bending vibrations in the diatomic proton donor.

• Research Organization: Illinois Inst. of Tech., Chicago
• OSTI ID: 7305400
• Journal Information: J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 99:3; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400302* -- Organic Chemistry-- Isotope Effects-- (-1987)
AQUEOUS SOLUTIONS
BUFFERS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
DECOMPOSITION
DEUTERIUM
DISPERSIONS
ETHERS
HYDROFLUORIC ACID
HYDROGEN COMPOUNDS
HYDROGEN ISOTOPES
HYDROLYSIS
INORGANIC ACIDS
ISOTOPE EFFECTS
ISOTOPES
KINETICS
LIGHT NUCLEI
LYSIS
MEDIUM TEMPERATURE
MIXTURES
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
PH VALUE
REACTION KINETICS
SOLUTIONS
SOLVOLYSIS
STABLE ISOTOPES